In what way did it backfire for her? She went to a subject they had agreed beforehand was off the table, but instead of refusing to answer, Picard gave his reasons for leaving Starfleet, and she got that out of him. If anything Fed Net would probably give her a raise (although if in the 24th century, money still doesn't exist I don't know what form it would take.)
walk out- you need to 'win' one to not get sacked for it. she didn't 'win' thatone. - especially when it's a 'homestory' with a guy who never talked before.
... and please, no: 24th century - we don't know ... it's written for a 20202 audience.